Transition metal-promoted reactions of boron hydrides. 14. A new synthetic route to B-substituted mon-, Di-, and trialkylborazines, B-vinyl-B,B-dialkylborazines, and B-alkylpolyborazylenes via rhodium-catalyzed borazine/olefin hydroboration reactions

Journal Article · Fri Jul 01 00:00:00 EDT 1994 · Organometallics; (United States)

DOI:https://doi.org/10.1021/om00019a049· OSTI ID:7178585

Fazen, P J; Sneddon, L G ^[1]

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1. Univ. of Pennsylvania, Philadelphia, PA (United States)

The RhH(CO)(PPh[sub 3])[sub 3]-catalyzed reactions of borazine with a variety of olefins, including ethylene, propene, 1-butene, cis- and trans-2-butene, 3,3,3-trifluoropropene, styrene, [alpha]-methylstyrene, and 4-allylanisole, have been found to give the mono-, di-, and tri-B-alkylborazines in excellent yields. The reactions proceed at room temperature, with low catalyst concentrations, and the degree of substitution is controlled by altering the reactant ratios and reaction times. Unsymmetrically substituted tri-B-alkylborazines are produced by the catalyzed reaction of mono- or di-B-substituted borazines with a different olefin. B-Vinyl-B,B-dialkylborazines are prepared by the reaction of di-B-alkylborazines with acetylene in the presence of catalyst. The catalyzed reaction of borazine with 1,3-butadiene gives a mixture of monohydroboration products, but reaction with 1,5-hexadiene yields mono- and dihydroboration products and a (B[sub 3]N[sub 3]H[sub 4])[(CH[sub 2])[sub 6]][sub 1.22] polymer. The catalyzed reaction of di-B-propylborazine with 1,5-hexadiene gives only the dihydroboration product 1,6-bis(2,4-dipropyl-6-borazinyl)hexane. 36 refs., 4 figs., 2 tabs.

• OSTI ID: 7178585
• Journal Information: Organometallics; (United States), Vol. 13:7; ISSN 0276-7333
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
ALKENES
CHEMICAL REACTIONS
BORON COMPOUNDS
SYNTHESIS
CATALYSIS
ACETYLENE
ALKYLATION
BORON HYDRIDES
BUTADIENE
BUTENES
CATALYSTS
COMPILED DATA
ETHYLENE
FLUORINATED ALIPHATIC HYDROCARBONS
GAS CHROMATOGRAPHY
INFRARED SPECTRA
INORGANIC POLYMERS
MASS SPECTROSCOPY
NUCLEAR MAGNETIC RESONANCE
ORGANOMETALLIC COMPOUNDS
PROPYLENE
RHODIUM COMPLEXES
STYRENE
ALKYLATED AROMATICS
ALKYNES
AROMATICS
CHROMATOGRAPHY
COMPLEXES
DATA
DIENES
HALOGENATED ALIPHATIC HYDROCARBONS
HYDRIDES
HYDROCARBONS
HYDROGEN COMPOUNDS
INFORMATION
MAGNETIC RESONANCE
NUMERICAL DATA
ORGANIC COMPOUNDS
ORGANIC FLUORINE COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
POLYENES
POLYMERS
RESONANCE
SEPARATION PROCESSES
SPECTRA
SPECTROSCOPY
TRANSITION ELEMENT COMPLEXES
400201* - Chemical & Physicochemical Properties
400102 - Chemical & Spectral Procedures